IE790947L - Penicillins and cephalosporins. - Google Patents
Penicillins and cephalosporins.Info
- Publication number
- IE790947L IE790947L IE790947A IE94779A IE790947L IE 790947 L IE790947 L IE 790947L IE 790947 A IE790947 A IE 790947A IE 94779 A IE94779 A IE 94779A IE 790947 L IE790947 L IE 790947L
- Authority
- IE
- Ireland
- Prior art keywords
- substituted
- acyl
- carbamoyloxycephams
- cephams
- penams
- Prior art date
Links
- 229930186147 Cephalosporin Natural products 0.000 title 1
- 229930182555 Penicillin Natural products 0.000 title 1
- 229940124587 cephalosporin Drugs 0.000 title 1
- 150000001780 cephalosporins Chemical class 0.000 title 1
- 150000002960 penicillins Chemical class 0.000 title 1
- -1 (substituted)-2-carbamoyloxymethylpenam Chemical class 0.000 abstract 2
- 150000001781 cephams Chemical class 0.000 abstract 2
- 150000002959 penams Chemical class 0.000 abstract 2
- FCZNNHHXCFARDY-WQRUCBPWSA-N (2s,5r,6r)-3,3-dimethyl-4,7-dioxo-6-[(2-phenylacetyl)amino]-4$l^{4}-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid Chemical class N([C@H]1[C@@H]2N(C1=O)[C@H](C(S2=O)(C)C)C(O)=O)C(=O)CC1=CC=CC=C1 FCZNNHHXCFARDY-WQRUCBPWSA-N 0.000 abstract 1
- LFMBIMXJWIQULB-SSDOTTSWSA-N (6r)-3-methyl-5-thia-1-azabicyclo[4.2.0]oct-2-en-8-one Chemical compound S1CC(C)=CN2C(=O)C[C@H]21 LFMBIMXJWIQULB-SSDOTTSWSA-N 0.000 abstract 1
- 150000001782 cephems Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000012948 isocyanate Substances 0.000 abstract 1
- 150000002513 isocyanates Chemical class 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Oncology (AREA)
- Pharmacology & Pharmacy (AREA)
- Communicable Diseases (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Cephalosporin Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Penicillin sulfoxide esters are reacted with an isocyanate to produce the corresponding (substituted)-2-carbamoyloxymethylpenam, the corresponding (substituted)-3-carbamoyloxycepham or the corresponding 3-methylcephem. The 6- or 7-side-chain of these products may be cleaved to give the corresponding 6-amino (penams) or 7-amino (cephams and cephems) compounds, and the latter may be reacylated to produce different 6-acyl-2-carbamoyloxymethyl penams, 7-acyl-3-carbamoyloxy cephams and 7-acyl-3-methylcephems. The substituent groups may be removed from the (substituted)-2-carbamoyloxypenams or the (substituted)-3-carbamoyloxycephams to give the corresponding free 2-carbamoyloxymethylpenams or 3-carbamoyloxycephams, respectively.
[US4322347A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/893,092 US4322347A (en) | 1978-04-03 | 1978-04-03 | 2-Carbamoyloxymethyl-penicillin derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE790947L true IE790947L (en) | 1979-10-03 |
| IE49046B1 IE49046B1 (en) | 1985-07-24 |
Family
ID=25401020
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE947/79A IE49046B1 (en) | 1978-04-03 | 1979-08-08 | Carbamoyloxy penicillin and cephalosporin derivatives and the production of 3-cephems |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US4322347A (en) |
| JP (1) | JPS54132594A (en) |
| BE (1) | BE875247A (en) |
| CA (1) | CA1140915A (en) |
| CH (1) | CH642080A5 (en) |
| DE (1) | DE2912483A1 (en) |
| DK (1) | DK129779A (en) |
| FR (1) | FR2421903B1 (en) |
| GB (1) | GB2017705B (en) |
| IE (1) | IE49046B1 (en) |
| IT (1) | IT1116851B (en) |
| LU (1) | LU81108A1 (en) |
| NL (1) | NL7902443A (en) |
| SE (3) | SE448239B (en) |
| YU (5) | YU41860B (en) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4374982A (en) * | 1979-11-07 | 1983-02-22 | Bristol-Myers Company | Cepham compounds |
| IT1148888B (en) * | 1980-07-15 | 1986-12-03 | Schiena Ricerche Di | ANTIBIOTIC COMPOUNDS |
| EP0367124A1 (en) * | 1988-10-31 | 1990-05-09 | F. Hoffmann-La Roche Ag | Penicillanic acid derivatives |
| US5604222A (en) * | 1993-12-27 | 1997-02-18 | Lupin Laboratories, Ltd. | Method for the preparation of 2-chloro sulfinyl azetidinones |
| US5578721A (en) * | 1994-07-11 | 1996-11-26 | Lupin Laboratories Limited | Process for preparation of 3-exomethylene cepham sulfoxide esters |
| SG11201403086YA (en) | 2011-12-20 | 2014-07-30 | Hoffmann La Roche | 4'-azido, 3'-fluoro substituted nucleoside derivatives as inhibitors of hcv rna replication |
| PT2794629T (en) | 2011-12-20 | 2017-07-20 | Riboscience Llc | 2',4'-difluoro-2'-methyl substituted nucleoside derivatives as inhibitors of hcv rna replication |
| US20180200280A1 (en) | 2013-05-16 | 2018-07-19 | Riboscience Llc | 4'-Fluoro-2'-Methyl Substituted Nucleoside Derivatives as Inhibitors of HCV RNA Replication |
| CN105307662B (en) | 2013-05-16 | 2019-06-04 | 里博科学有限责任公司 | 4'-Fluoro-2'-Methyl Substituted Nucleoside Derivatives |
| EA201592185A1 (en) | 2013-05-16 | 2016-05-31 | Рибосайенс Ллк | 4'-AZIDO, 3'-DEOXY-3'-Fluoro-substituted NUCLEOSIDE DERIVATIVES |
| CN111194217B (en) | 2017-09-21 | 2024-01-12 | 里伯赛恩斯有限责任公司 | 4’-fluoro-2’-methyl substituted nucleoside derivatives as inhibitors of HCV RNA replication |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3275626A (en) * | 1962-07-31 | 1966-09-27 | Lilly Co Eli | Penicillin conversion via sulfoxide |
| US3714156A (en) * | 1970-06-22 | 1973-01-30 | Univ California | Lactam process |
| BE787618A (en) | 1971-08-17 | 1973-02-16 | Gist Brocades Nv | PROCESS FOR PREPARING HETEROCYCLIC COMPOUNDS |
| GB1425827A (en) * | 1972-03-13 | 1976-02-18 | Astra Laekemedel Ab | Penicillins and cephalosporins |
| US4218374A (en) * | 1972-10-20 | 1980-08-19 | Fujisawa Pharmaceutical Company, Limited | Penam derivatives |
| GB1465893A (en) * | 1973-02-09 | 1977-03-02 | Gist Brocades Nv | I-carboxypropenyl-4-iminothio-azetidine-2-one derivatives methods for their preparation and use |
| DE2309599A1 (en) * | 1973-02-26 | 1974-09-05 | Bayer Ag | PROCESS FOR THE MANUFACTURING OF 7-ACYLAMINO-DESACETOXY-CEPHALOSPORANIC ACID DERIVATIVES |
| US4010156A (en) * | 1973-04-19 | 1977-03-01 | American Home Products Corporation | Process for the rearrangement of penicillins to cephalosporins and intermediate compounds thereof |
| DE2320040A1 (en) | 1973-04-19 | 1974-11-07 | Bayer Ag | PROCESS FOR THE PRODUCTION OF 7ACYLAMINO-DESACETOXY-CEPHALOSPORANIC ACID ESTER |
| GB1467604A (en) * | 1974-06-27 | 1977-03-16 | Toyama Chemical Co Ltd | Bis-type penicillins and process for producing the same |
| FR2340093A1 (en) | 1976-02-05 | 1977-09-02 | Roussel Uclaf | 3-CARBAMOYLOXYMETHYL 7-AMINO THIAZOLYL ACETAMIDO CEPHALOSPORANIC ACID, THEIR PREPARATION PROCESS AND THEIR APPLICATION AS MEDICINAL PRODUCTS |
| GB1573614A (en) * | 1976-02-25 | 1980-08-28 | Leo Pharm Prod Ltd | Amidinopenicillanoyloxyalkyl cephalosporanates |
| DE2655949A1 (en) * | 1976-12-10 | 1978-06-15 | Gruenenthal Gmbh | NEW CEPHALOSPORIN AND PENICILLIN DERIVATIVES, PROCESS FOR THEIR MANUFACTURING AND MEDICINAL PRODUCTS CONTAINING THESE PRODUCTS |
| US4182711A (en) * | 1978-04-27 | 1980-01-08 | Bristol-Myers Company | Antibacterial agents of the β-lactam type |
| CA1125745A (en) * | 1978-11-20 | 1982-06-15 | Joseph Kaspi | PROCESS FOR PREPARING .beta.-LACTAM ANTIBIOTICS |
-
1978
- 1978-04-03 US US05/893,092 patent/US4322347A/en not_active Expired - Lifetime
-
1979
- 1979-02-26 CA CA000322307A patent/CA1140915A/en not_active Expired
- 1979-03-23 IT IT48457/79A patent/IT1116851B/en active
- 1979-03-29 DK DK129779A patent/DK129779A/en unknown
- 1979-03-29 DE DE19792912483 patent/DE2912483A1/en not_active Withdrawn
- 1979-03-29 NL NL7902443A patent/NL7902443A/en not_active Application Discontinuation
- 1979-03-29 FR FR7907972A patent/FR2421903B1/en not_active Expired
- 1979-03-30 YU YU756/79A patent/YU41860B/en unknown
- 1979-03-30 BE BE0/194349A patent/BE875247A/en not_active IP Right Cessation
- 1979-04-02 SE SE7902916A patent/SE448239B/en not_active IP Right Cessation
- 1979-04-02 LU LU81108A patent/LU81108A1/en unknown
- 1979-04-03 CH CH310279A patent/CH642080A5/en not_active IP Right Cessation
- 1979-04-03 JP JP3942679A patent/JPS54132594A/en active Granted
- 1979-04-03 GB GB7911570A patent/GB2017705B/en not_active Expired
- 1979-08-08 IE IE947/79A patent/IE49046B1/en unknown
-
1982
- 1982-09-30 YU YU2204/82A patent/YU43096B/en unknown
- 1982-09-30 YU YU2207/82A patent/YU42050B/en unknown
- 1982-09-30 YU YU2206/82A patent/YU42803B/en unknown
- 1982-09-30 YU YU2205/82A patent/YU42802B/en unknown
-
1984
- 1984-04-13 SE SE8402090A patent/SE458610B/en not_active IP Right Cessation
- 1984-04-13 SE SE8402089A patent/SE458609B/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| JPS54132594A (en) | 1979-10-15 |
| SE8402089D0 (en) | 1984-04-13 |
| FR2421903A1 (en) | 1979-11-02 |
| NL7902443A (en) | 1979-10-05 |
| SE8402090L (en) | 1984-04-13 |
| YU43096B (en) | 1989-02-28 |
| IT7948457A0 (en) | 1979-03-23 |
| CA1140915A (en) | 1983-02-08 |
| YU42050B (en) | 1988-04-30 |
| SE8402090D0 (en) | 1984-04-13 |
| SE7902916L (en) | 1979-10-04 |
| GB2017705B (en) | 1982-10-27 |
| LU81108A1 (en) | 1979-11-07 |
| YU220582A (en) | 1983-01-21 |
| GB2017705A (en) | 1979-10-10 |
| US4322347A (en) | 1982-03-30 |
| YU41860B (en) | 1988-02-29 |
| YU220682A (en) | 1983-01-21 |
| YU42803B (en) | 1988-12-31 |
| YU220782A (en) | 1983-01-21 |
| IT1116851B (en) | 1986-02-10 |
| DE2912483A1 (en) | 1979-10-11 |
| SE458609B (en) | 1989-04-17 |
| BE875247A (en) | 1979-10-01 |
| YU42802B (en) | 1988-12-31 |
| SE8402089L (en) | 1984-04-13 |
| SE448239B (en) | 1987-02-02 |
| CH642080A5 (en) | 1984-03-30 |
| FR2421903B1 (en) | 1986-08-29 |
| JPH0217557B2 (en) | 1990-04-20 |
| YU75679A (en) | 1983-01-21 |
| YU220482A (en) | 1983-01-21 |
| DK129779A (en) | 1979-10-04 |
| IE49046B1 (en) | 1985-07-24 |
| SE458610B (en) | 1989-04-17 |
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